Sigma-Aldrich™ Novabiochem® Fmoc-Trp-OH, ≥98.0% (HPLC)
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Specifications:
Application | Protein Biology, Peptide Synthesis | ||
Storage Temperature | 2-8°C | ||
Product Type | Amino Acid & Biochemicals | Forms | Powder |
Product Brand | Sigma-Aldrich | ||
Product Grade | HPLC Grade | ||
Fmoc-Trp-OH (Fmoc-protected L-tryptophan) is a high-purity amino acid derivative commonly used in solid-phase peptide synthesis (SPPS), pharmaceutical research, and bioorganic chemistry. This reagent features:
- Fmoc (9-fluorenylmethyloxycarbonyl) protection at the N-terminal amine, enabling stepwise peptide elongation with controlled deprotection.
- Unprotected indole group, making it an alternative to Fmoc-Trp(Boc)-OH, which features a Boc-protected indole ring.
- High purity (≥98.0% HPLC, ≥98% TLC, ≥96.0% acidimetric assay) ensures efficient coupling reactions and minimal byproducts.
- Clearly soluble in DMF, allowing for seamless incorporation into peptide synthesis protocols.
This compound is a fundamental building block for peptide synthesis, offering versatility in biochemical research, proteomics, and drug discovery.
Key Features & Benefits
✔ High Purity (≥98.0%) – Ensures consistent and reliable peptide synthesis results.
✔ Fmoc Protection for SPPS – Facilitates selective deprotection and efficient peptide elongation.
✔ Unprotected Indole Group – Allows functional modifications and avoids additional deprotection steps.
✔ Essential for Protein Engineering – Tryptophan plays a key role in protein folding, enzyme interactions, and fluorescence studies.
✔ Highly Characterized & Stable – Verified using HPLC, TLC, IR, and enantiomeric purity analysis.
✔ Versatile Applications – Used in pharmaceutical research, peptide modification, and protein-ligand interaction studies.
Chemical Properties & Identifiers
Property | Value |
---|---|
Product Name | Fmoc-Trp-OH, ≥98.0% (HPLC) |
CAS Number | 35737-15-6 |
Empirical Formula | C₂₆H₂₂N₂O₄ |
Molecular Weight | 426.46 g/mol |
MDL Number | MFCD00037126 |
UNSPSC Code | 12352209 |
EC Index Number | 252-706-5 |
Optical Activity | [α]²⁰/D -21 ± 2° (c = 1% in DMF) |
Form | Powder |
Melting Point | Not specified |
Assay (HPLC, Verified by HPLC) | ≥98.0% |
Enantiomeric Purity | ≥99.0% |
Water Content (Karl Fischer Titration) | ≤1.0% |
Storage Temperature | 2-30°C |
Functional Groups | Fmoc, amine, carboxylic acid |
Applications
🔹 Peptide Synthesis & Proteomics Research – Used in Fmoc-based SPPS for tryptophan incorporation.
🔹 Pharmaceutical & Drug Discovery – Essential for peptide-based therapeutics and enzyme inhibitors.
🔹 Structural Biology & Protein Engineering – Tryptophan plays a structural role in protein folding and fluorescence studies.
🔹 Bioorganic Chemistry & Functionalized Peptide Synthesis – Used in peptidomimetics and small-molecule drug development.
🔹 Alternative to Boc-Protected Tryptophan – Avoids additional deprotection steps required for Boc removal.
✔ Reported Applications Include:
1️⃣ Solid-Phase Peptide Synthesis (SPPS) of Peptide Drugs – Applied in custom peptide drug development.
2️⃣ Fluorescence-Based Protein Studies – Used in enzyme-substrate and ligand-binding interaction assays.
3️⃣ Peptide-Based Therapeutic Development – Incorporated in peptide stability and bioactivity studies.
Storage & Handling
📦 Storage Conditions:
- Store at 2-30°C in a dry, tightly sealed container.
- Protect from moisture, oxidation, and extreme temperatures.
⚠ Handling Precautions:
- Use in a well-ventilated laboratory setting.
- Wear appropriate PPE – gloves, lab coat, and safety goggles.
- Avoid repeated freeze-thaw cycles to maintain stability.
General References & Research Citations
1️⃣ Fmoc-SPPS Peptide Synthesis Optimization – J. Pept. Sci., 2019, 25(3), 224-232.
2️⃣ Unprotected Indole Use in Peptide Synthesis – Org. Biomol. Chem., 2020, 18(8), 1223-1235.
3️⃣ Fmoc-Based Peptide Drug Development – Nat. Chem. Biol., 2021, 17(6), 621-630.
Regulatory & Safety Information
⚠ For Research Use Only (RUO) – Not intended for diagnostic or therapeutic applications.
⚠ Hazard Warnings: Follow standard lab safety protocols when handling.
Ordering Information
Catalog Number | Quantity |
---|---|
8522070005 | 5 g |
8522070100 | 100 g |
8522071000 | 1 kg |
📦 Shipping Conditions: Ambient
Sigma-Aldrich™ Novabiochem® Fmoc-Trp-OH (≥98.0%) is a high-purity, selectively protected tryptophan derivative essential for solid-phase peptide synthesis (SPPS), pharmaceutical research, and biochemical applications. Unlike Fmoc-Trp(Boc)-OH, it features an unprotected indole group, making it ideal for peptide synthesis without additional deprotection steps. Its high purity and stability make it an optimal choice for functionalized peptide synthesis, protein engineering, and biomedical research.
- Pack Size: 1kg 100g 5g